A kind of preparation method of 4-cyclopropyl-1-isothiocyanatonaphthalene and intermediate 4-cyclopropyl-1-naphthalene formaldehyde oxime/halide

A technology of isothiocyanate and naphthalene formaldehyde oxime, which is applied in the field of organic chemistry, can solve the problems of high labor protection cost, difficulty in large-scale production, and large environmental impact, so as to reduce labor protection cost, improve safety, and reduce labor environmental impact small effect
CN102040546BActive Publication Date: 2014-10-15ZHEJIANG HUABANG MEDICAL & CHEM
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Patent Information

Authority / Receiving Office
CN Β· China
Patent Type
Patents(China)
Current Assignee / Owner
ZHEJIANG HUABANG MEDICAL & CHEM
Publication Date
2014-10-15

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Abstract

The invention provides a preparation method of 4-cyclopropyl-1-naphthaline isothiocyanate, which is characterized in that the 4-cyclopropyl-1-naphthaline isothiocyanate is synthesized by taking 4-cyclopropyl-1-naphthaldehydes as an initial raw material through three-step reaction of oximation, halogenation and vulcanization. Meanwhile, the invention discloses a preparation method of an intermediate 4-cyclopropyl-1-naphthaldehyde oxime / halide of the 4-cyclopropyl-1-naphthaldehydes. When the 4-cyclopropyl-1-naphthaline isothiocyanate is prepared with the method disclosed in the invention, thiophosgene, which has strong toxicity and bad smell, is not needed to be used. The invention has the advantages of convenience in operation, small influence to environment, good safety, good product quality and high yield. Moreover, the separation and purification of a product is easy and is simple to operate.
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Description

technical field

[0001] The invention relates to a preparation method of 4-cyclopropyl-1-isothiocyanatonaphthalene and an intermediate 4-cyclopropyl-1-naphthalene formaldehyde oxime / halide, belonging to the technical field of organic chemistry. Background technique

[0002] The compound involved in the present invention is 4-cyclopropyl-1-isothiocyanatonaphthalene, the compound CAS registration number 878671-95-5 , the specific structural formula is as follows:

[0003]

[0004] The compound is the raw material of the key intermediate RDEA806-2 (see the structure below) of the new-generation non-nucleoside anti-HIV drug RDEA806 (see the structure below). RDEA806-2 can be easily obtained via 4-cyclopropyl-1-isothiocyanatonaphthalene (refer to US Patent US7435752), and the reaction formula is as follows:

[0005]

[0006] With regard to 4-cyclopropyl-1-isothiocyanatonaphthalene, only a few patents have publicly reported its synthesis method.

[0007] U.S. Patent No. 7,...

Claims

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